908 N Winchester Avenue
Chicago, IL, 60622
$1,999,900
5 Beds
5 Baths
4,300 SqFt
0 Acres
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$1,999,900
908 N Winchester Avenue
Chicago, IL, 60622
MLS #MRD12520088 image #0MLS #MRD12520088 image #1MLS #MRD12520088 image #2MLS #MRD12520088 image #3MLS #MRD12520088 image #4MLS #MRD12520088 image #5MLS #MRD12520088 image #6MLS #MRD12520088 image #7MLS #MRD12520088 image #8MLS #MRD12520088 image #9MLS #MRD12520088 image #10MLS #MRD12520088 image #11MLS #MRD12520088 image #12MLS #MRD12520088 image #13MLS #MRD12520088 image #14MLS #MRD12520088 image #15MLS #MRD12520088 image #16MLS #MRD12520088 image #17MLS #MRD12520088 image #18MLS #MRD12520088 image #19MLS #MRD12520088 image #20MLS #MRD12520088 image #21MLS #MRD12520088 image #22MLS #MRD12520088 image #23MLS #MRD12520088 image #24MLS #MRD12520088 image #25MLS #MRD12520088 image #26MLS #MRD12520088 image #27MLS #MRD12520088 image #28MLS #MRD12520088 image #29MLS #MRD12520088 image #30MLS #MRD12520088 image #31MLS #MRD12520088 image #32MLS #MRD12520088 image #33MLS #MRD12520088 image #34MLS #MRD12520088 image #35MLS #MRD12520088 image #36MLS #MRD12520088 image #37MLS #MRD12520088 image #38MLS #MRD12520088 image #39MLS #MRD12520088 image #40MLS #MRD12520088 image #41MLS #MRD12520088 image #42MLS #MRD12520088 image #43MLS #MRD12520088 image #44MLS #MRD12520088 image #45MLS #MRD12520088 image #46MLS #MRD12520088 image #47MLS #MRD12520088 image #48MLS #MRD12520088 image #49
Exceptional Design Meets Modern Luxury in Hot Ukrainian Village / Wicker Park Experience refined living in this one-of-a-kind 5-bedroom, 4.5-bath single-family home showcasing exceptional design and craftsmanship. The open-concept main level features a chef’s kitchen with a massive island, high-end appliances, and a pot filler for added convenience. Hardwood floors span every level of the home, enhancing the modern aesthetic and seamless flow of each space. Upstairs, you’ll find two private suites, each with its own full bath. The top floor is a true primary retreat, featuring a bedroom with a cozy fireplace and private balcony, a spa-like bath with elegant French doors, and a custom-built dressing room offering the ultimate boutique-style experience. The finished lower level includes a family room with bar area, full bath, and fourth bedroom-ideal for guests or additional living space. Enjoy outdoor living with a large fenced yard, fiber-composite deck, and spiral staircase connecting every level. A two-car garage completes this remarkable home. Freshly updated and perfectly located near all the restaurants, cafes, and nightlife that make Ukrainian Village and Wicker Park among Chicago’s most desirable neighborhoods.

Property Details

Price:
$1,999,900
MLS #:
MRD12520088
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Neighborhood:
chiwesttown
Listed Date:
Nov 18, 2025
Finished Sq Ft:
4,300
Year Built:
2001
Chi – West TownChiwesttown

Schools

School District:
299

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Stainless Steel Appliance(s)
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
3
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Zoned, Radiant Floor

Exterior

Architectural Style
Contemporary
Community Features
Curbs, Gated, Sidewalks, Street Lights
Construction Materials
Block, Limestone
Exterior Features
Balcony
Parking Features
Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
25
Roof
Asphalt

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$24,693
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Single Family in Chicago as of Dec 08, 2025
2,738
Single Family Listed
78
Avg DOM
212
Avg $ / SqFt
$481,478
Avg List Price

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Property Summary

    908 N Winchester Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60622. It is listed for $1,999,900 and features 5 beds, 5 baths, and has approximately 4,300 square feet of living space, and was originally constructed in 2001. The current price per square foot is $465. The average price per square foot for Single Family listings in Chicago is $212. The average listing price for Single Family in Chicago is $481,478. To schedule a showing of MLS#mrd12520088 at 908 N Winchester Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
908 N Winchester Avenue
Chicago, IL